Abstract
The phenomena of excited-state intramolecular proton transfer (phototautomerization) are distinguished in molecular mechanism according to four classes. Intrinsic intramolecular proton transfer (e.g. 3-hydroxyflavone) involves ultra-rapid proton transfer across an internal H-bond. Concerted biprotonic transfer (e.g. 7-azaindole dimers and solvates, benzanilide dimers) involves cooperative double proton transfer in a cyclical complex. Static and dynamic catalysis of proton transfer (e.g. lumichrome, adenine, guanine) involves strong catalysis in doubly H-bonded acetic acid complexes, or a proton transport by H-bonded pyridine. Proton-relay transfer (e.g. 7-hydroxyquinoline, 3-hydroxyxanthone) is suggested as involving multiproton-bridged solvates, which may serve as experimental models for proton relays and proton pumps in biological systems.
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Schedule a callMore From: Journal of the Chemical Society, Faraday Transactions 2
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